3,4-dihydroxyphenethyl 5-(1,2-dithiolan-3-yl)pentanoate | 1263049-31-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫杂环戊烷
• 英文名称: 3,4-dihydroxyphenethyl 5-(1,2-dithiolan-3-yl)pentanoate
• 英文别名: 2-(3,4-Dihydroxyphenyl)ethyl 5-(dithiolan-3-yl)pentanoate
• CAS: 1263049-31-5
• 化学式: C₁₆H₂₂O₄S₂
• 分子量: 342.48
• InChiKey: YDJJMSLUAXFNEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(2,2-dimethylbenzo[1,3]dioxol-5-yl)ethyl 5-(1,2-dithiolan-3-yl)pentanoate 在 水 、 对甲苯磺酸 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以62%的产率得到3,4-dihydroxyphenethyl 5-(1,2-dithiolan-3-yl)pentanoate
  参考文献：
  名称：

  Synthesis of a novel ester of hydroxytyrosol and α-lipoic acid exhibiting an antiproliferative effect on human colon cancer HT-29 cells

  摘要：

  A novel ester of hydroxytyrosol and alpha-lipoic acid was synthesized in satisfactory yield by original and simple procedures and evaluated about its antiproliferative activity on the human colorectal adenocarcinoma HT-29 cell line. The compound exhibited a cell growth inhibitory activity significantly more potent than the corresponding parent natural compounds, very likely due to the induction of cell cycle arrest in the G2/M phase. These data suggest that the novel ester might exert a more effective antitumour activity than hydroxytyrosol and alpha-lipoic acid. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.10.028

文献信息

• Zang, Hao; Xu, Qian; Zhang, Luyun, Journal of the Chemical Society of Pakistan, 2020, vol. 42, # 1, p. 109 - 119
  作者：Zang, Hao、Xu, Qian、Zhang, Luyun、Xia, Guangqing、Sun, Jiaming、Zhu, Junyi

  DOI：——

  日期：——
• Synthesis of a novel ester of hydroxytyrosol and α-lipoic acid exhibiting an antiproliferative effect on human colon cancer HT-29 cells
  作者：Roberta Bernini、Fernanda Crisante、Nicolò Merendino、Romina Molinari、Maria Chiara Soldatelli、Francesca Velotti

  DOI：10.1016/j.ejmech.2010.10.028

  日期：2011.1

  A novel ester of hydroxytyrosol and alpha-lipoic acid was synthesized in satisfactory yield by original and simple procedures and evaluated about its antiproliferative activity on the human colorectal adenocarcinoma HT-29 cell line. The compound exhibited a cell growth inhibitory activity significantly more potent than the corresponding parent natural compounds, very likely due to the induction of cell cycle arrest in the G2/M phase. These data suggest that the novel ester might exert a more effective antitumour activity than hydroxytyrosol and alpha-lipoic acid. (C) 2010 Elsevier Masson SAS. All rights reserved.